1-Methyl-4-piperidone → HCID 10083756, compound

HRID 2084052Notes

Reaction equation

HRID 2084052 reaction equation
[OH:1][C:2]1([C:9]2[CH:17]=[C:16]3[C:12]([CH:13]=[CH:14][NH:15]3)=[CH:11][CH:10]=2)[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1.Br[C:19]1C=C2C(C=CN2)=C[CH:20]=1.[Li]C(C)(C)C.CN1CCC(=O)CC1>>[OH:1][C:2]1([C:9]2[CH:17]=[C:16]3[C:12]([CH:13]=[CH:14][NH:15]3)=[CH:11][CH:10]=2)[CH2:7][CH:6]2[N:5]([CH2:8][CH2:19][CH2:20]2)[CH2:4][CH2:3]1

Participants

5

Reactant 4

HCID 740491-Methyl-4-piperidoneHCID 6764936-BromoindoleHCID 101308044-(1H-indol-6-yl)-1-methyl-piperidin-4-olHCID 178418306HCID 178418306, compound

Product 1

HCID 10083756HCID 10083756, compound

Procedure

In a similar fashion, 6-[4-Hydroxy-1-methyl-piperidin-4-yl]-indole was prepared from 6-bromoindole (1.0 g, 5 mmol); KH (0.225 g, 5.6 mmol), 1.7M tBuLi (7.5 ml, 12.7 mmol) and N-methyl-4-piperidone (1.246 g, 10.9 mmol). Yield 0.382 g (35%).

Sources & evidence

ORD record
ord-6b1da4c988304079b5a1dc5569b8120c
Source dataset
uspto-grants-2004_04
Patent number
US06716837B1

Reaction notes

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